Sodium hydride → 4-(2-Cyano-4-(((l-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)phenoxy)-2-(trifluoromethyl)benzonitrile

HRID 873197Notes

Reaction equation

HRID 873197 reaction equation
[H-].[Na+].[C:3]([C:5]1[CH:23]=[C:22]([CH2:24][OH:25])[CH:21]=[CH:20][C:6]=1[O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:9]=1)#[N:4].Cl[C:27]1[CH:28]=[C:29]2[N:36]([CH3:37])[CH2:35][CH2:34][N:30]2[C:31](=[O:33])[N:32]=1>C1COCC1>[C:3]([C:5]1[CH:23]=[C:22]([CH2:24][O:25][C:27]2[CH:28]=[C:29]3[N:36]([CH3:37])[CH2:35][CH2:34][N:30]3[C:31](=[O:33])[N:32]=2)[CH:21]=[CH:20][C:6]=1[O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:18])([F:17])[F:19])[CH:9]=1)#[N:4]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 712400124-(2-Cyano-4-(hydroxymethyl)phenoxy)-2-(trifluoromethyl)benzonitrileHCID 717434587-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

Product 1

HCID 712436844-(2-Cyano-4-(((l-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)phenoxy)-2-(trifluoromethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in a manner similar to that described for E1 using sodium hydride (9.37 mg, 0.234 mmol), 4-(2-cyano-4-(hydroxymethyl)phenoxy)-2-(trifluoromethyl)benzonitrile (49.7 mg, 0.156 mmol) in THF (8 mL) and 7-chloro-1-methyl-2,3-dihydroimidazo-[1,2-c]pyrimidin-5(1H)-one (29 mg, 0.156 mmol).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-e16e3306413a430c95bd315c992e3cb3
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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